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Search results; Over 1,000 homes in Islamorada

Superhost
Apartment in Islamorada
Islamorada Penthouse with Private Beach & Pool!
3 bedrooms, 5 beds, 3.5 private bathrooms
22–27 Aug
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4.73 out of 5 average rating, 11 reviews
Superhost
Villa in Islamorada
Private Beach & Dock / Heated Pool / Dolphin Key
4 bedrooms, 4 king beds, 4 bathrooms
17–22 Aug
New place to stay
Superhost
Home in Islamorada
Waterfront Condo | Heart of Islamorada | Boat Slip
3 bedrooms, 4 beds, 2.5 bathrooms
13–20 Aug
New place to stay
Superhost
Home in Marathon
Keys Marathon Oceanfront, 4BR, 3.5 Bath Pool Home.
4 bedrooms, 4 beds, 3.5 bathrooms
29 Aug – 5 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Townhouse in Islamorada
Family Keys Escape: Speakeasy·Dock·Pool·BBQ Patio
3 bedrooms, 4 beds, 3 bathrooms
10–16 Aug
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Home in Islamorada
Waterfront private home, pool, dock, sunsets, tiki
4 bedrooms, 4 beds, 3 bathrooms
15–22 Sept
5.0 out of 5 average rating, 54 reviews
Guest favourite
Townhouse in Islamorada
Fishing Getaway | Dock, Pool & Sunrise
3 bedrooms, 3 beds, 3 bathrooms
16–21 Sept
5.0 out of 5 average rating, 9 reviews
Home in Islamorada
Bayview Isle Place
4 bedrooms, 5 beds, 3 bathrooms
30 Jan – 4 Feb
Top guest favourite
Home in Islamorada
Flakey's
2 bedrooms, 3 beds, 1 bathroom
15–22 Aug
4.97 out of 5 average rating, 218 reviews
Guest favourite
Home in Islamorada
Renovated Anglers Reef 2BR + Sleeper + Ocean Views
2 bedrooms, 3 beds, 2.5 bathrooms
22–29 Aug
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Home in Islamorada
Angler's Reef 4BD / 3.5 BATH - W/31' Boat Slip!
4 bedrooms, 5 beds, 3.5 bathrooms
15–22 Aug
5.0 out of 5 average rating, 12 reviews
Home in Key Largo
Villa Mangrove - Key Largo Waterfront Property
3 bedrooms, 1 sofa bed, 3 bathrooms
10–15 Aug
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Marathon
Paradise Villa: a luxury retreat
7 bedrooms, 8 beds, 7.5 bathrooms
8–15 Sept
4.86 out of 5 average rating, 36 reviews
Top guest favourite
Home in Marathon
World-Class Oceanfront Pool/Hottub Sunset Escape
5 bedrooms, 7 beds, 3.5 bathrooms
29 Aug – 5 Sept
5.0 out of 5 average rating, 39 reviews
Top guest favourite
Home in Marathon
Oceanfront Escape•Sunrise from Bed•Pool•Near Beach
5 bedrooms, 10 beds, 6 bathrooms
15–22 Aug
5.0 out of 5 average rating, 16 reviews
Guest favourite
Home in Islamorada
The Villa by the Bay Pool/Boat Dock, Islamorada Fl
4 bedrooms, 5 beds, 3.5 bathrooms
21–28 Aug
5.0 out of 5 average rating, 12 reviews
Superhost
Home in Marathon
*NEW* Reel Escape~Dock!~Lift!~Pet Friendly~Grill!
3 bedrooms, 3 beds, 2 bathrooms
22–29 Aug
New place to stay
Home in Marathon
Private Island Beach House on Tingler Island
4 bedrooms, 5 beds, 4.5 bathrooms
15–22 Aug
Guest favourite
Home in Marathon
Coco Plum Paradise - Marathon 5 BR 4 BA Waterfront
5 bedrooms, 5 beds, 4 bathrooms
22–29 Aug
4.93 out of 5 average rating, 46 reviews